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Triphenylphosphine → HCID 58710591, 화합물

HRID 646754
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HRID 646754 반응식
[CH3:1][NH:2][C:3]([C:5]1[C:10]([NH2:11])=[N:9][CH:8]=[C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][N:19]=[N+]=[N-])[CH:13]=2)[N:6]=1)=[O:4].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1.O>[CH3:1][NH:2][C:3]([C:5]1[C:10]([NH2:11])=[N:9][CH:8]=[C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][NH2:19])[CH:13]=2)[N:6]=1)=[O:4]
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참가 물질

5

반응물 2

HCID 11776TriphenylphosphineHCID 58710598HCID 58710598, 화합물

생성물 1

HCID 58710591HCID 58710591, 화합물수율 85%

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

3-Amino-6-(3-azidomethyl-phenyl)-pyrazine-2-carboxylic acid methylamide was dissolved in the mixture of THF (15 mL) and H2O (1.5 mL) followed by the addition of triphenylphosphine (1.07 g, 4.03 mmol) and it was stirred at room temperature overnight. The reaction mixture was poured into water (100 mL), and extracted with ethyl acetate (2×50 mL) then dried over anhydrous sodium sulfate and filtered, concentrated and purified by column chromatography (50% Ethylacetae/hexanes) to give 3-amino-6-(3-aminomethyl-phenyl)-pyrazine-2-carboxylic acid methylamide, 564 mg (85.0% yield): MS (EI) for C13H15N5O: 258.13 (MH+).

후처리

  1. extractionextracted with ethyl acetate (2×50 mL)
  2. dry with materialthen dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. custompurified by column chromatography (50% Ethylacetae/hexanes)

출처 및 근거

ORD 기록
ord-c2874d060fab421d8026038983ec3eb3
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07704995B2

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